A shell on a beach with the sun setting in the background.

Little Gasparilla Island Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Little Gasparilla Island holiday rentals

A wooden staircase leading to a building with a sign reading 'Welcome to the Shore.'

1. Boat access only rental on private island

Boat access only rental on private island
Placida
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay, the house was as advertised! Great place to relax and enjoy the ocean!"
United States
Andrew S.
The price is HK$1,883
HK$4,338 total
includes taxes & fees
20 Oct - 21 Oct
Boat access only rental on private island
A bedroom with a bed, a blue chair, a TV, and a balcony.

2. Selah Shores | Waterfront Getaway on Little Gasparilla Island

Selah Shores | Waterfront Getaway on Little Gasparilla Island
Placida
The price is HK$6,160
HK$7,346 total
includes taxes & fees
13 Oct - 14 Oct
Selah Shores | Waterfront Getaway on Little Gasparilla Island
A beach with a thatched-roof structure, palm trees, and a view of the sea.

3. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1,339 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is HK$1,375
HK$1,540 total
includes taxes & fees
30 Oct - 31 Oct
The Suites at Fishermen’s Village
A covered outdoor seating area with lounge chairs and tables, overlooking a beach with palm trees and a clear sky.

4. Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts

Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
Englewood
10.0 out of 10, Exceptional, (70 reviews)
"Excellent stay at Pura Vida——-clean, cool rooms, very relaxing experience on the property. It’s obvious Pura Vida put thought into the arrangement of outside amenities, including couches, dining tables, the spa, and numerous fruit trees planted around the property. Would 100% stay here again."
United States
Alex
The price is HK$699
HK$2,345 total
includes taxes & fees
8 Oct - 9 Oct
Tropical Gateway to the Beaches. Caribbean Tiki Hut feeling - w/m discounts
A beachfront property with a covered patio, palm trees, and a wooden deck.

5. Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!

Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
Englewood
10.0 out of 10, Exceptional, (50 reviews)
"The stay was, as usual, very nice! I can’t say enough about how wonderful the management team is here!! Outstanding!! See you next year!!"
United States
Chris N.
The price is HK$699
HK$2,345 total
includes taxes & fees
8 Oct - 9 Oct
Tiki Life ! Relax and Enjoy w/m discount! Close to beaches without the costs!!
A large house with a thatched roof and multiple balconies, surrounded by lush tropical vegetation.

6. Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs

Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
Englewood
10.0 out of 10, Exceptional, (54 reviews)
"It was a relaxing and beautiful stay!"
United States
Samantha I.
The price is HK$699
HK$2,345 total
includes taxes & fees
11 Oct - 12 Oct
Caribbean Tiki Hut relaxation. Enjoy the Islands & Boca Grande without the costs
A beachfront property with a covered patio, palm trees, and a wooden deck.

7. Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!

Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
Englewood
10.0 out of 10, Exceptional, (64 reviews)
"The location was so convenient to the beaches. Very relaxing and a great place to go to truly feel like you are in a tropical oasis."
United States
Thomas
The price is HK$699
HK$2,345 total
includes taxes & fees
8 Oct - 9 Oct
Tiki Life. Tropical Gateway to Boca Grande Beaches! Relax without the costs!!!
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

8. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
8.8 out of 10, Excellent, (30 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is HK$1,261
HK$4,944 total
includes taxes & fees
11 Oct - 12 Oct
Chadwick Cove Resort & Marina
A modern kitchen with a central island, white cabinetry, and pendant lighting.

9. Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches

Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Oakland Hills
10.0 out of 10, Exceptional, (36 reviews)
"Everything we needed after a long day of fishing"
United States
WARREN R.
The price is HK$699
HK$2,588 total
includes taxes & fees
8 Oct - 9 Oct
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
A beach with a clear sky, calm sea, and footprints on the sand.

10. Charming 2-bedroom house in Englewood with WiFi and AC

Charming 2-bedroom house in Englewood with WiFi and AC
Englewood South
10.0 out of 10, Exceptional, (5 reviews)
"Cute, clean, comfortable beds. Perfect for our needs."
United States
Sharon K.
The price is HK$549
HK$1,866 total
includes taxes & fees
13 Oct - 14 Oct
Charming 2-bedroom house in Englewood with WiFi and AC
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

11. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is HK$692
HK$2,580 total
includes taxes & fees
8 Oct - 9 Oct
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

12. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is HK$1,129
HK$3,405 total
includes taxes & fees
13 Oct - 14 Oct
Dreams Away - Sleeps 10 Pool Golf Fun
A beach at sunset with waves approaching the shore.

13. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is HK$699
HK$2,588 total
includes taxes & fees
9 Oct - 10 Oct
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A modern kitchen with white cabinetry, stainless steel appliances, a granite countertop, and pendant lighting.

14. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches

WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
Oakland Hills
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is HK$692
HK$2,580 total
includes taxes & fees
8 Oct - 9 Oct
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink.

15. 2/2 Duplex on CANAL all updated; new furniture,

2/2 Duplex on CANAL all updated; new furniture,
Oakland Hills
9.6 out of 10, Exceptional, (10 reviews)
"awesome place"
United States
Brooke P.
The price is HK$863
HK$2,552 total
includes taxes & fees
16 Oct - 17 Oct
2/2 Duplex on CANAL all updated; new furniture,
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink. There are three bar stools and a dining table.

16. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is HK$742
HK$2,643 total
includes taxes & fees
8 Oct - 9 Oct
Waterview Vacation Retreat Close To Ocean
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with seating.

17. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
10.0 out of 10, Exceptional, (33 reviews)
"Beautiful home"
United States
Danail H.
The price is HK$600
HK$2,586 total
includes taxes & fees
18 Oct - 19 Oct
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
A beach with footprints in the sand and a cloudy sky.

18. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay and it was perfect for our trip to explore the beaches and parks in the area. Clean spacious and had everything we needed. Very nice owners with extra touches of hospitality! Love this gem and will be back!"
United States
Tracie
The price is HK$820
HK$2,001 total
includes taxes & fees
13 Oct - 14 Oct
Nautical Nook
A modern kitchen with a central island, stainless steel appliances, and three black bar stools.

19. Rotonda Retreat with Heated Pool, Golf, Beaches!

Rotonda Retreat with Heated Pool, Golf, Beaches!
Oakland Hills
9.0 out of 10, Wonderful, (21 reviews)
"We really enjoyed this property!! "
United States
laura k.
The price is HK$628
HK$3,230 total
includes taxes & fees
13 Oct - 14 Oct
Rotonda Retreat with Heated Pool, Golf, Beaches!
A modern kitchen with white cabinets, stainless steel appliances, a large island with bar stools, and a view of a green landscape through the glass door.

20. Golf & Beach Retreat Firepit BBQ Near Boca Grande

Golf & Beach Retreat Firepit BBQ Near Boca Grande
Oakland Hills
10.0 out of 10, Exceptional, (6 reviews)
"Great house and place to stay"
United States
Mike C.
The price is HK$1,059
HK$3,768 total
includes taxes & fees
8 Oct - 9 Oct
Golf & Beach Retreat Firepit BBQ Near Boca Grande
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Little Gasparilla Island Hotel Reviews

SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside

10/10 Excellent
"The staff were very friendly and helpful upon arrival. The rooms were extremely nice. I love having a Keurig with coffee pods and all the fixings right there in our room. The room was very spacious and amenities were wonderful."
Rachel 1-night trip
Posted 14 hours ago
SpringHill Suites by Marriott Punta Gorda Harborside

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